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As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world. Application In Synthesis of 2,3-Dihydrobenzo[b][1,4]dioxin-6-amine, In a article, mentioned the application of 22013-33-8, Name is 2,3-Dihydrobenzo[b][1,4]dioxin-6-amine, molecular formula is C8H9NO2

The compounds bearing sulfamoyl and acetamoyl groups have been found to show various biological activities. In the present research work, a series of O- and N-substituted derivatives were synthesized, starting with planetol (1). First N-methyl-4-hydroxyanilinium sulfate (1; planetol or metol) was treated with different aryl sulfonyl chlorides (2a-i) using aq. sodium carbonate solution as reaction medium to yield N-substituted derivatives 3a-i. The electrophile, N-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-bromoacetamide (5) was prepared by the reaction of 2,3-dihydro-1,4-benzodioxin-6-amine (4) and 2-bromoacetylbromide in a weak basic aqueous medium. The target O-substituted molecules 6a-i, were synthesized by gearing up the electrophile 5, with the molecules 3a-i, in a polar aprotic solvent using LiH as an activator. The proposed structures of all the synthesized molecules were corroborated by IR,1H NMR and EIMS spectral data. The in vitro enzyme inhibition and antibacterial studies rendered the synthesized molecules as better cholinesterase inhibitors and moderately better antibacterial agents. To explore the binding modes of the synthesized compounds, all of them were computationally docked against the active sites of acetyl cholinesterase (AChE), butyryl cholinesterase (BChE) and lipoxygenase (LOX). The compounds showed significant interactions and good correlation with the experimental data.

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Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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The air- and water-stable pi-allyliridium C,O-benzoate modified by (S)-tol-BINAP, (S)-Ir-II, catalyzes highly regio- and enantioselective Tsuji-Trost-type aminations of racemic branched alkyl-substituted allylic acetates using primary or secondary (hetero)aromatic amines. Specifically, in the presence of (S)-Ir-II (5 mol%) in DME solvent at 60-70 C, alpha-methyl allyl acetate 1a (100 mol%) reacts with primary (hetero)aromatic amines 2a-2l (200 mol%) or secondary (hetero)aromatic amines 3a-3l (200 mol%) to form the branched products of allylic amination 4a-4l and 5a-5l, respectively, as single regioisomers in good to excellent yield with uniformly high levels of enantioselectivity. As illustrated by the conversion of heteroaromatic amine 3m to adducts 6a-6g, excellent levels of regio- and enantioselectivity are retained across diverse branched allylic acetates bearing normal alkyl or secondary alkyl substituents. For reactants 3n-3p, which incorporate both primary and secondary aryl amine moieties, regio- and enantioselective amination occurs with complete site-selectivity to furnish adducts 7a-7c. Mechanistic studies involving amination of the enantiomerically enriched, deuterium-labeled acetate 1h corroborate C-N bond formation via outer-sphere addition.

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Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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The transformation of simple hydrocarbons into more complex and valuable products has revolutionised modern synthetic chemistry. This type of reactivity has quickly become one of the cornerstones of modern catalysis.Safety of 2,3-Dihydrobenzo[b][1,4]dioxin-6-amine, In a article, mentioned the application of 22013-33-8, molecular formula is C8H9NO2

The indenopyrazole framework was investigated as a new class of HIF-1alpha inhibitors. Indenopyrazole 2l was found to most strongly inhibit the hypoxia-induced HIF-1alpha transcriptional activity (IC50 = 0.014 muM) among all of the known compounds having relatively simple structures, unlike manassantins. Indenopyrazole 2l suppressed HIF-1alpha transcriptional activity without affecting both HIF-1alpha protein accumulation and HIF-1alpha/HIF-1beta heterodimerization in nuclei under the hypoxic conditions, suggesting that 2l probably affected the transcriptional pathway induced by the HIF-1alpha/HIF-1beta heterodimer.

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Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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We have designed, synthesised and characterised the effects of a number of novel anthraquinone derivatives and assessed their effects on large conductance, Ca2+ activated K+ (BK) channels recorded from rabbit bladder smooth muscle cells using the excised, inside/out configuration of the patch clamp technique. These compounds are members of the GoSlo-SR family of compounds, which potently open BK channels and shift the voltage required for half maximal activation (V1/2) negatively. The efficacy of the anilinoanthraquinone derivatives was enhanced when the size of ring D was increased, since the cyclopentane and cyclohexane derivatives shifted the V 1/2, by -24 ± 6 mV and -54 ± 8 mV, respectively, whereas the cycloheptane and cyclooctane derivatives shifted the V1/2 by -61 ± 6 mV and -106 ± 6 mV. To examine if a combination of hydrophobicity and steric bulking of this region further enhanced their ability to open BK channels, we synthesised a number of naphthalene and tetrahydro-naphthalene derivatives. The tetrahydro-2-naphthalene derivative GoSlo-SR-5-69 was the most potent and efficacious of the series since it was able to shift the activation V1/2 by greater than -100 mV when applied at a concentration of 1 muM and had an EC50 of 251 nM, making it one of the most potent and efficacious BK channel openers synthesised to date.

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Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Application of 22013-33-8, One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time. CAS : 22013-33-8, Name is 2,3-Dihydrobenzo[b][1,4]dioxin-6-amine, molecular formula is C8H9NO2. In a Patent,once mentioned of 22013-33-8

A class of substituted b-amino acids are potent inhibitor of methionine aminopeptidase type 2 (MetAP2) and are thus useful in inhibiting angiogenesis and disease conditions which depend upon angiogenesis for their development such as diabetic retinopathy, tumor growth, and conditions of inflammation. Pharmaceutical compounds containing the compounds and methods of inhibiting methionine aminopeptidase-2, and angiogenesis are also disclosed.

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Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner.In a patent, 22013-33-8, name is 2,3-Dihydrobenzo[b][1,4]dioxin-6-amine, introducing its new discovery. 22013-33-8

Protein tyrosine phosphatases (PTPs) are potential therapeutic targets for many diseases. Unfortunately, despite considerable drug discovery efforts devoted to PTPs, obtaining selective and cell permeable PTP inhibitors remains highly challenging. We describe a strategy to explore the existing drug space for previously unknown PTP inhibitory activities. This led to the discovery of cefsulodin as an inhibitor of SHP2, an oncogenic phosphatase in the PTP family. Crystal structure analysis of SHP2 interaction with cefsulodin identified sulfophenyl acetic amide (SPAA) as a novel phosphotyrosine (pTyr) mimetic. A structure-guided and SPAA fragment-based focused library approach produced several potent and selective SHP2 inhibitors. Notably, these inhibitors blocked SHP2-mediated signaling events and proliferation in several cancer cell lines. Thus, SPAA may serve as a new platform for developing chemical probes for other PTPs.

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Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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1-and 3-Substituted imidazo[4,5-b]pyridin-2-ones were synthesized by heating equimolar amounts of 3-amino-2-chloropyridine or 2-chloro-3- methylaminopyridine, urea, and the corresponding arylamine at 150-210C. The reaction of 3-amino-2-chloropyridine with urea and p-phenylenediamine or p,p?-diaminobiphenyl at a ratio of 2:2:1 under analogous conditions gave 1,4-bis-(2-oxoimidazo[4,5-b]pyridin-3-yl)benzene or 1,4-bis(2-oxoimidazo[4,5-b] pyridin-3-yl)biphenyl, respectively. Pleiades Publishing, Inc., 2006.

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Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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The invention relates to triazines and the use thereof to inhibit lysophosphatidic acid acyltransferase beta (LPAAT-beta) activity. The invention further relates to methods of treating cancer using said triazines. The invention also relates to methods for screening for LPAAT-beta activity

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Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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A series of N-arylmorpholines 1a-1n was obtained by cyclocondensation of arylamines and diethylene glycol dimesylate under microwave irradiation in an aqueous potassium carbonate medium. The reaction is rapid and convenient, and a variety of functional groups are tolerated in the process.

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Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem

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Introduction of small unsaturated alkylamino groups at the 4-position of the A-ring of the tricyclic framework (triazafluorenone) afforded extremely potent and selective mGluR1 antagonists with desirable properties. Compounds 11q and 11s are active in the SNL pain model with ED50s 3.3 and 6.4 mg/kg respectively. Metabolic outcome of propargyl amino moiety was studied.

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Reference:
Benzodioxan,
1,4-Benzodioxane | C8H8O2 – PubChem